FUROPYRIDINES .16. PHOTO[2+2] CYCLOADDITION OF FURO-[3,2-C]PYRIDIN-4(5H)-ONE WITH ACRYLONITRILE

The photocycloaddition of furo[3,2-c]pyridin-4(SH)-one (1) and its N-methyl derivative (1-Me) to acrylonitrile has been studied. The structures of the photoadducts isolated by column chromatography were determined on the basis of the nuclear magnetic resonance spectroscopy. The cycloaddition of 1 afforded an adduct 2 at the carbonyl. oxygen and four possible isomers 3a, 3b, 3c and 3d of cyclobutane-fused adduct at the 6- and 7-position of 1, and the addition of 1-Me the N-methyl derivatives 3a-Me, 3b-Me, 3c-Me and 3d-Me.